Basic information
- CAS
1719-79-5- Standard SMILES
C[C@]12CCC(=O)C=C1CC[C@@H]1[C@@H]2[C@@H](O)C[C@@]2(C)[C@H]1CC[C@]2(O)[C@@H](O)CO- InChIKey
AWWCEQOCFFQUKS-FJWDNACWSA-N- Molecular formula
- C21H32O5
- Average molar mass
- 364.5 g/mol
- Monoisotopic mass
- 364.22497412
Names & identifiers
- Preferred name
- 20alpha-Hydroxycortisol
- IUPAC
- (8S,9S,10R,11S,13S,14S,17R)-17-[(1S)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- English name
- 20-ALPHA-DIHYDROCORTISOL
- Molecular formula
- C21H32O5
- Molecular weight
- 364.48
Names & synonyms
20alpha-Dihydrocortisol20alpha-hydroxycortisol4-Pregnene-11beta,17alpha,20alpha,21-tetrol-3-oneRefChem:8960320-alpha-Dihydrocortisol1719-79-5(8S,9S,10R,11S,13S,14S,17R)-17-[(1S)-1,2-dihydroxyethyl]-11,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-oneMLS002694142CHEMBL488842SCHEMBL2903879NSC82878LMST02030271
Show more names
20α-DihydrocortisolREICHSTEIN'S EPI ''E''20-alpha-Dihydro HydrocortisoneReichstein’S Substance ‘Epi’ ‘E’REICHSTEIN'S SUBSTANCE 'EPI' 'E'4-pregnene-11B,17A,20A,21-tetrol-3-one4-PREGNEN-11-BETA, 17,20-ALPHA, 21-TETROL-3-ONE4-PREGNEN-11BETA,17ALPHA,20ALPHA,21-TETROL-3-ONE
NSC-82878
Database identifiers
- CAS
1719-79-5- PubChem CID
- 256288
- ChEMBL
CHEMBL488842- Nikkaji
- J658.564G
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 98 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 644
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
Physicochemical properties
- Melting point
- 250 · 250-252 °C
- Boiling point
- 586.6 · 586.6±50.0 °C(Predicted)
- Density
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- pka
- 14.04 · 14.04±0.70(Predicted)
Chemistry & industry
Applications
Uses20α-Dihydrocortisol is a metabolite of Cortisol (H714615) which is a topical corticosteroid (1), more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland (2). Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis (3); suppress the immune system; and aid in fat, protein and carbohydrate metabolism.
Suppliers7 total
湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
廊坊市恒福源医药科技有限公司0316-2883537 19333636468 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
廊坊市泽康医药科技有限公司0316-2883536 19333636468 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
TLC梯尔希（南京）药物研发有限公司18012923235 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
Related reactions
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Compound notes
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